5-(aminomethyl)-2,3-dihydro-1,2-thiazol-3-one

• ChemBase ID: 178567
• Molecular Formular: C4H6N2OS
• Molecular Mass: 130.16824
• Monoisotopic Mass: 130.02008382
• SMILES: c1(=O)cc(s[nH]1)CN
• Canonical SMILES: NCc1cc(=O)[nH]s1
• InChI: InChI=1S/C4H6N2OS/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)
• InChIKey: QVBUOPGWPXUAHT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(aminomethyl)-2,3-dihydro-1,2-thiazol-3-one
• IUPAC Traditional name: 5-(aminomethyl)-2H-1,2-thiazol-3-one
• Synonyms: 5-(Aminomethyl)-3(2H)-isothiazolone; Thiomuscimol

Database IDs

• CAS Number: 62020-54-6
• PubChem SID: 164234477
• PubChem CID: 5448

CALCULATED PROPERTIES

• Acid pKa: 8.308092
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.6911464
• LogD (pH = 7.4): -2.247311
• Log P: -1.4587642
• Molar Refractivity: 34.5405 cm^3
• Polarizability: 12.955505 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: >140°C (dec)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Store Under Argon

DETAILS

Toronto Research Chemicals - T367000

A new photoaffinity label for the GABAA receptor. Thiomuscimol inhibits [3H]muscimol binding to brain GABAA receptors.

REFERENCES

• Lykkeberg, J., et al.: Acta Chem. Scand., B, 30, 781 (1976)
• Bureau, M.H., et al.: J. Neurochem., 61, 1479 (1976)
• N'Goka, V;., et al.: J. Med. Chem., 34, 2547 (1976)